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E6264

Sigma-Aldrich

[D-Pen2,5, p-Cl-Phe4]-Enkephalin

≥97% (HPLC)

Synonym(s):

[pCl-Phe4]-DPDPE

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About This Item

Empirical Formula (Hill Notation):
C30H38ClN5O7S2
CAS Number:
122507-47-5
Molecular Weight:
680.24
MDL number:
MFCD00080350
UNSPSC Code:
12352200

Assay

≥97% (HPLC)

composition

Peptide content, ~70%

storage temp.

−20°C

SMILES string

CC1(C)SSC(C)(C)[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)NCC(=O)N[C@@H](Cc3ccc(Cl)cc3)C(=O)N[C@H]1C(O)=O

Gene Information

human ... OPRD1(4985)
mouse ... OPRD1(18386)
rat ... OPRD1(24613)

Amino Acid Sequence

Tyr-D-Pen-Gly-p-Chloro-Phe-D-Pen [Disulfide Bridge: 2-5]

Biochem/physiol Actions

Selective agonist at the δ opioid receptor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D C Brown et al.
American journal of veterinary research, 62(4), 496-499 (2001-05-01)
To measure oxytocin concentrations in blood and CSF following central administration of opioid agonists in dogs. 5 male dogs. In a crossover design, CSF and blood were collected immediately before and 15 and 30 minutes after cisternal administration of D-Ala2
S J Weber et al.
The Journal of pharmacology and experimental therapeutics, 259(3), 1109-1117 (1991-12-01)
To improve pharmacological characteristics of the delta-selective, cyclic peptide [D-Pen2, D-Pen5]enkephalin (DPDPE), modification by halogenation at the Phe4 residue was undertaken. The present study was to determine the extent [3H]DPDPE, [3H][p-Cl-Phe4]DPDPE and [p-125IPhe4]DPDPE crosses the blood-brain barrier, elicits analgesia and
V J Aloyo et al.
Journal of pineal research, 15(2), 108-114 (1993-09-01)
Opioid binding sites in the bovine pineal were characterized using the highly selective delta opioid agonist 3H-[D-Pen2,pCl-Phe4,D-Pen5] enkephalin (DPDP(C1)E). Pineal membranes possess a single class of high affinity binding sites for this delta ligand (Kd = 0.26 nM; Bmax =
J Slaninova et al.
Life sciences, 62(14), PL199-PL204 (1998-05-07)
Mono iodinated analogues of biphalin [(Tyr-D-Ala-Gly-Phe-NH-)2], both nonradioactive [I-Tyr1]biphalin and radioactive [125I-Tyr1]biphalin have been synthesized. The radioligand binding profiles of these compounds for two types of tissues, rat brain membranes, and NG108-15 cell membranes were identical to the parent biphalin.
L K Vaughn et al.
European journal of pharmacology, 177(1-2), 99-101 (1990-02-20)
Certain enkephalin analogues, including those which contain the conformationally restricted amino acid E-(2R,3S)-cyclopropylphenylalanine [2R,3S)-delta E Phe), have been shown to have high affinity for brain delta opioid receptors but are much less active in mouse vas deferens bioassays. To investigate
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